When you've been modeling alongside Kate Moss and Linda Evangelista for over 20 years, have appeared on countless magazine covers (including eight with Allure), and consider top hairstylists and makeup artists your friends, you're...

The supermodel and actress had a front-row seat for the most glamorous moments of the '90s. For her eighth Allure cover, we asked her to open the vault of fashion secrets—and watched her chop off her hair.

"Holy shit! Holy shit!" Those were Amber Valletta's exact words on the set of her Allure cover shoot (on newsstands now). She had agreed to a major short cut, and hair genius Garren had just made the first snip. Of course, her new style is incredibly chic—just like every single cut the supermodel has had in her 22-year-long career. Here, eleven of her most iconic styles.